Chicago is a large city in the state of Illinois in the mid-west United States. Bordering Lake Michigan, it is the most populous city in the region.
As an aircraft name, Chicago may be:
Individual aircraft:
- Stratocruiser Chicago - Boeing 377 c/n 15949 operated by Northwest Orient Air Lines
- Stratocruiser Chicago - Boeing 377 c/n 15951 operated by Northwest Orient Air Lines